Top Tech Jobs & Startup Jobs in Chicago, IL

Own product strategy, roadmap, prioritization, KPIs, discovery, and UX for core systems supporting a nationally scaling personal injury law firm. Lead development of an AI-enabled intake engine, case management platform, and client portal. Partner with engineering, design, data, marketing, operations, and leadership while prototyping solutions, navigating architecture and APIs, and delivering measurable business outcomes.

Own and govern the organization’s central Knowledge Center, including information architecture, taxonomy, version control, audits, and content updates. Create and standardize job aids, SOPs, FAQs, process maps, and policy summaries. Triage documentation requests, coordinate with subject matter experts and learning teams, communicate process changes, identify knowledge gaps, and ensure resources are accurate, accessible, compliant, and actionable.

Designs and delivers onboarding and ongoing training for case managers, paralegals, pre-litigation attorneys, and attorneys. Builds role-specific curricula, assessments, certifications, job aids, and quick-reference materials; partners with legal subject-matter experts; supports case teams when needed; and measures ramp time, quality, case velocity, compliance, and training effectiveness in a fast-changing remote environment.

Lead the firm’s analytics strategy, roadmap, and growing analyst team. Partner with executives and law firm operations leaders to define KPIs, evaluate performance, identify bottlenecks, build forecasting and predictive capabilities, and translate data into business actions. Guide SQL, Python/R, statistical modeling, visualization, data quality, and analytics infrastructure standards while partnering with technology and data engineering teams to embed insights into operational workflows.

Supervise the claims verification team, overseeing workload distribution, training, quality audits, escalations, compliance, and performance reporting. Monitor accuracy, turnaround times, denials, and productivity while identifying workflow improvements and enforcing internal controls to reduce fraud, waste, and abuse. Collaborate with billing, underwriting, compliance, and legal teams, stay current on payer requirements, and present performance findings to senior management.

Own end-to-end data engineering for a business domain, including API and other-source ingestion, dbt models, orchestration, data-quality testing, monitoring, documentation, and performance. Build reliable, AI-ready single sources of truth and ensure data freshness, accuracy, traceability, and scalability. Collaborate with stakeholders and the Director of Data, establish engineering patterns, review work, and mentor other engineers.

The Business Development Representative role involves identifying and closing law firm referral partnerships, evaluating partners based on data, negotiating contracts, and managing a sales pipeline efficiently while driving growth for TopDog Law.

Lead and own Illinois market P&L and litigation outcomes from intake through trial and file closure. Recruit and develop legal teams, set state strategy, ensure compliance, and report KPI-driven performance to the COO.

Lead regional operations for a multi-state personal injury region, owning regional P&L, coordinating intake through settlements, prioritizing high-ROI issues, routing escalations to platform teams, launching new states, building capacity models and KPIs, and coaching/managing an operations lead and state managing attorneys to drive performance and consistency.

Lead analytics for law firm operations by writing advanced SQL and Python/R scripts, building executive dashboards, standardizing KPIs, analyzing case lifecycle metrics, identifying bottlenecks, and delivering actionable recommendations to drive capacity planning and process improvements.